Description

MDA Also known as:

• 3,4-Methylenedioxyamphetamine[Wiki]

• (±)-3,4-(Methylenedioxy)amphetamine

• (±)-3,4-Methylenedioxyamphetamine

• (R,S)-3,4-Methylenedioxyamphetamine

• 1-(1,3-Benzodioxol-5-yl)-2-propanamin[German][ACD/IUPAC Name]

• 1-(1,3-Benzodioxol-5-yl)-2-propanamine[ACD/IUPAC Name]

• 1-(1,3-Benzodioxol-5-yl)-2-propanamine[French][ACD/IUPAC Name]

• 1-(1,3-benzodioxol-5-yl)propan-2-amine

• 1-(3,4-Methylenedioxyphenyl)-2-aminopropane

• 1,3-Benzodioxole-5-ethanamine, α-methyl-[ACD/Index Name]

• 3,4-Methylenedioxy-a-methyl-b-phenylethylamine

• 3,4-methylenedioxy-α-methyl-β-phenylethylamine

• 4764-17-4[RN]

• 5-(2-Aminopropyl)-1,3-benzodioxole

• 5-19-08-00417[Beilstein]

• a-Methyl-1,3-benzodioxole-5-ethanamine

• MDA

• MFCD00867901[MDL number]

• Phenethylamine, α-methyl-3,4-(methylenedioxy)-

• Phenethylamine, α-methyl-3,4-(methylenedioxy)-

• Phenethylamine, α-methyl-3,4-(methylenedioxy)-, (±)-

• Tenamfetamina[Spanish]

• tenamfetamine[INN]

• ténamfétamine[French][INN]

• TENAMFETAMINE, (R)-

• TENAMFETAMINE, (S)-

• Tenamfetaminum[Latin][INN]

• tenamphetamine

• tenanfetamina[Spanish][INN]

• α-Methyl-3,4-methylenedioxyphenethylamine

• тенамфетамин[Russian][INN]

• 替苯丙胺[Chinese][INN]

• (±)2-Benzo[1,3]dioxol-5-yl-1-methyl-ethylamine

• (±)-3,4-METHYLENEDIOXYAMPHETAMINE-D5

• (±)-α-Methyl-1,3-benzodioxole-5-ethanamine

• (±)-α-Methyl-3,4-(methylenedioxy)phenethylamine

• (RS)-3,4-(methylenedioxy)methamphetamine

• 1-(1,3-Benzodioxol-5-yl)-N-methyl-2-propanamine[ACD/IUPAC Name]

• 1-(1,3-Benzodioxol-5-yl)-N-methylpropan-2-amine

• 1-(2H-1,3-benzodioxol-5-yl)propan-2-amine

• 1-(3,4-Methylenedioxyphenyl)-2-propylamine

• 1,3-Benzodioxole,5-ethanamine-α-methyl-(±)

• 1,3-Benzodioxole-5-ethanamine, α-methyl-

• 1-[3, 4-(Methylenedioxy)phenyl]-2-aminopropane

• 136765-42-9[RN]

• 202-974-4[EINECS]

• 2-Benzo[1,3]dioxol-5-yl-1-methyl-ethylamine

• 3,4-Methylenedioxy-amphetamine

• 3,4-Methylenedioxymethamphetamine[Wiki]

• 61614-60-6[RN]

• 65620-66-8[RN]

• DL-(3,4-Methylenedioxy)methamphetamine

• MDA HYDROCHLORIDE

• MDMA[Wiki]

• Methylenedioxyamphetamine

• N,α-dimethyl-1,3-benzodioxole-5-ethanamine

• N-Methyl-3,4-methylenedioxyamphetamine

• rac-3,4-Methylenedioxyamphetamine

• rac-MDA

• α-Methyl-1,3-benzodioxole-5-ethanamine

• α-Methyl-3,4-(methylenedioxy)phenethylamine

• α-Methyl-3,4-(methylenedioxy)phenethylamine

• α-Methyl-3,4-methylenedioxyphenethylamine

• (-)2-Benzo[1,3]dioxol-5-yl-1-methyl-ethylamine

A stimulant and empathogen. Similar to MDMA but typically produces more visuals than MDMA. Known to be more neurotoxic than MDMA, and is a minor metabolite of MDMA. Duration and onset similar to MDMA. The common Marquis reagent test cannot differentiate MDA and MDMA.

Summary

It produces long-lived entactogenic, stimulant and mild psychedelic effects that include stimulation, anxiety suppression, enhanced feelings of empathy, affection, and sociability, and euphoria when administered. MDA was first synthesized in 1910 but its psychoactive effects were not discovered until in 1930. It was used in animal and human trials between 1939 and 1941 and from 1949 to 1957.

More than 500 human subjects were given MDA in an investigation of its potential use as either an antidepressant or anorectic. By 1958, it was successfully patented as a cough suppresant and ataractic. By 1961 it was patented as an anorectic under the trade name “Amphedoxamine”.

Contemporary reports suggest that MDA emerged as a recreational drug towards the end of 1967, meaning its use predates its more widely used relative MDMA (Ecstasy). As with MDMA, MDA is thought to act primarily as a serotonin-norepinephrine-dopamine reuptake inhibitor and releasing agent. However, MDA is significantly more potent by weight and subjective intensity relative to MDMA.

It also has a notably longer duration (six to eight hours instead of three to five) and produces more traditional serotonergic psychedelic effects (such as visual distortions) along with appreciably higher activity on dopamine, which is also believed to be responsible for the greater degree of neurotoxicity it produces. Today, possession of MDA is illegal in most countries, although some limited exceptions exist for scientific and medical research.

History

Mannish and W. Jacobson in 1910. However, its psychoactive effects were not discovered until the self-experiments of Gordon Alles in July 1930.

Alles would later license the drug to Smith, Kline & French. The first animal tests occurred in 1939, followed by human trials in 1941 that explored it as a possible therapy for Parkinson’s disease. From 1949 to 1957, more than 500 human subjects were given MDA in an investigation of its potential use as an antidepressant and anorectic by Smith, Kline & French. The United States Army also experimented with the drug, code-named EA-1298, while working to develop a truth drug or incapacitating agent.

A man named Harold Blauer died in January 1953 after being intravenously injected with 450 mg of the drug. MDA was eventually patented as a cough suppressant by H. D. Brown in 1958, as an ataractic by Smith, Kline & French in 1960, and as an anorectic under the trade name “Amphedoxamine” in 1961.

MDA began to appear on the recreational drug scene around 1967. In early 1968, the Bureau of Drug Abuse Control reported the seizure of over 1.4 kilograms of MDA and 11 kilograms of precursors from a clandestine laboratory in New York. Several researchers, including Claudio Naranjo and Richard Yensen, have explored utilizing MDA in the field of psychotherapy. In 2010, Matthew Baggott and colleagues studied the ability of MDA to invoke mystical experiences and alter vision in healthy volunteers.

Chemistry

Molecules of the amphetamine class contain a phenethylamine core featuring a phenyl ring bound to an amino (NH2) group through an ethyl chain with an additional methyl substitution at Rα.

MDA also contains substitutions at R3 and R4 of the phenyl ring with oxygen groups.

These oxygen groups are incorporated into a methylenedioxy ring through a methylene chain.

MDA shares this methylenedioxy ring with MDMA, MDAI and more obscure variants like MDEA or MMDA.

Dose Chart

Duration Chart

Interactions

Legal Status

Internationally, MDA is part of the the Convention on Psychotropic Substances of 1971 as a Schedule I substance.

Sources